Friday newsletters feature luxury travel contests, tips, or news.
Today: Travel contests & sweepstakes: win luxury holidays!
Every month, you can win exclusive holidays in my pick of the best luxury travel contests & sweepstakes on the internet. These contests are weekly updated on my travel blog here, so check back regularly.
In this issue: win luxury cruises as well as holidays to Austria, the United Kingdom, Italy, Czech Republic, Greece, Canada, Barbados, Mexico, Mauritius, South Africa and the Maldives.
- Win one of 11 exclusive trips. The prizes include 11 incredible travel experiences worth over £80,000 in total, including luxury tours and stays such as a Peru adventure, Seychelles all-inclusive escape, Norway expedition cruise, Patagonia journey, India grand tour, Bahamas getaway, Kenya safari, Sri Lanka private tour, Morocco experience, and more — all with flights included
- Eligibility: open to all
- End date: October 27, 2026
- Enter the travel contest: click here
- Win a luxury spa stay in Austria. The prize package includes two nights of accommodation for two guests at Der Böglerhof Pure Nature Spa Resort with a daily breakfast buffet, lunch, and a 6-course gourmet dinner each day. The winners will enjoy a relaxing 50-minute massage each and have full access to the pure nature.spa, which features panoramic outdoor pools, a yoga studio, sauna experiences, treatment rooms, and various wellness facilities.
- Eligibility: open to all
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a two-night luxury stay in Milan, Italy. The grand prize is a two-night stay for two people at Il Mansio Locanda in Milan. The prize includes accommodation for two guests in a Main Hall double or twin room (for two people) with three-course a la carte dinner each evening in the restaurant, English breakfast daily and use of the spa facilities. includes accommodation for two guests in a Main Hall double or twin room (for two people) with three-course a la carte dinner each evening in the restaurant, English breakfast daily and use of the spa facilities.
- Eligibility: open to all
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a luxury retreat in England, United Kingdom. The grand prize is a two-night stay for two people at Headlam Hall in England. The prize includes accommodation for two guests in a Main Hall double or twin room (for two people) with three-course a la carte dinner each evening in the restaurant, English breakfast daily and use of the spa facilities.
- Eligibility: open to all
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a luxury holiday in an Italian castle. The grand prize is a two-night stay at Procopio Castle for up to four guests, including a private chef experience, dedicated butler service, and a total prize value of $30,000 USD.
- Eligibility: open to all
- End date: not stated
- Enter the travel contest: click here
- Win a family trip to Prague, Czech Republic. The grand prize is a family getaway for four including £300 towards flights or spending money, a three-night stay at the beautiful Radisson Blu Prague, and daily breakfast.
- Eligibility: open to all
- End date: August 7, 2026
- Enter the travel contest: click here
- Win a holiday to Greece. The grand prize is a complete travel package including flights, premium accommodation, breakfast, transfers, travel insurance, and an exciting activity.
- Eligibility: open to all
- End date: August 9, 2026
- Enter the travel contest: click here
- Win an “around the world” cruise with Holland America. You could win a cruise for two on one of Holland America’s 11 cruise ships, including the Grand Prize — a premier voyage on the newly reimagined Oosterdam! From Eurodam to Zuiderdam.
- Eligibility: open to all
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a one-night stay in Greenland. The grand prize is a one-night stay for two people in an Aurora Cabin at Hotel Arctic, complete with a delicious breakfast for two to start your morning. Travel is not included.
- Eligibility: open to all
- End date: August 17, 2026
- Enter the travel contest: click here
- Win a holiday in South Tyrol, Italy. The grand prize is a 7-night half board stay for 2 people in accommodation certified with the South Tyrol Sustainability Label. Travel is included in the prize.
- Eligibility: open to residents of most European countries
- End date: August 2, 2026
- Enter the travel contest: click here
- Win a holiday to Whistler, Canada. The grand prize is a complete Whistler getaway including return flights to Vancouver, transfers, six nights at the Adara Hotel, unforgettable outdoor adventures, cultural experiences, and a selection of exceptional dining experiences at Whistler’s top restaurants.
- Eligibility: open to residents of the USA, Canada, UK, and Australia
- End date: October 7, 2026
- Enter the travel contest: click here
- Win a trip to Barbados. The grand prize includes return Economy Class flights for two people to Barbados, 7 days/6 nights accommodation in a double room, tickets to Barbados Tridents and the finals, airport transfers, and two excursion tickets.
- Eligibility: open to residents of the USA, Canada, UK, and Caribbean Islands
- End date: August 2, 2026
- Enter the travel contest: click here
- Win a trip to Los Cabos, Mexico. The grand prize is a 3-night all-inclusive stay for two in a deluxe ocean view room at Pueblo Bonito Pacifica Golf & Spa Resort, including a 50-minute massage at the award-winning Armonia Spa; other prizes include a $300 KBH Jewels gift card, a $250 Korchmar gift card, and a $100 Visa gift card from Inspirations & Celebrations.
- Eligibility: open to USA residents
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a holiday in Mauritius. The grand prize is a 7-night stay at Trou aux Biches Beachcomber Golf Resort & Spa, including return economy flights from the UK, airport transfers in Mauritius, and half-board accommodation.
- Eligibility: open to UK residents
- End date: August 25, 2026
- Enter the travel contest: click here
- Win a holiday in the Maldives. The grand prize is a 5-night luxury stay for two at Heritance Aarah in the Maldives, courtesy of Away Holidays. The prize includes 2 return tickets to the Maldives with Turkish Airlines.
- Eligibility: open to UK residents
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a trip to Japan. The grand prize is fully inclusive 10-day Japan’s Golden Route escorted group tour for two people, including return economy flights from London, 4-star accommodation, transport, selected meals, expert guiding, entrance fees, and visits to Tokyo, Kyoto, Nara, Mount Fuji, and Osaka.
- Eligibility: open to UK residents
- End date: September 6, 2026
- Enter the travel contest: click here
- Win an African safari. The grand prize is a luxury South African safari escape for two including a six-night stay at Zulu Nyala, twice-daily game drives with meals, £1,500 in flight vouchers, and £5,000 to spend on jewellery at Queensmith.
- Eligibility: open to UK residents
- End date: September 23, 2026
- Enter the travel contest: click here
- Win flights to Canada with Air Transat. The grand prize includes return Economy Class flights for two from London Gatwick to Toronto, Montreal, or Ottawa with Air Transat, including taxes and surcharges, plus a premium London Gatwick travel package featuring valet parking, fast track security, fast track passport control, and lounge access for two.
- Eligibility: open to UK residents
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a five-night holiday in the Maldives. The grand prize includes a 5-night luxury stay for two at Heritance Aarah in the Maldives, including return flights to the Maldives with Turkish Airlines.
- Eligibility: open to UK residents
- End date: July 31, 2026
- Enter the travel contest: click here
- Win a luxury Alaska cruise. The grand prize is a 7-night, all-inclusive Alaska sailing aboard Seven Seas Explorer from Vancouver (departure on 26 May 2027) to Whitter.
- Eligibility: open to UK residents
- End date: October 31, 2026
- Enter the travel contest: click here
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